CAS: 7082-71-5; Isonicotinic Anhydride

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异烟酸置于n,N-二异丙基乙胺,三光气体系中,用 四氢呋喃 作为反应溶剂,以55%的收率获得产物異菸鹼[酸]酐
参考文献:A Versatile,Practical,And Inexpensive Reagent,Pyridine-3-Carboxylic Anhydride (3-Pca),For Condensation Reactions
标题:A Versatile,Practical,And Inexpensive Reagent,Pyridine-3-Carboxylic Anhydride (3-Pca),For Condensation Reactions
摘要:一种非常有用的方法被建立用于从各种羧酸制备羧酸酯和羧酰胺,采用了一种新型的缩合试剂--吡啶-3-羧酸酐(3-Pca),并在4-(二甲氨基)吡啶的激活下进行反应.各种羧酸与亲核试剂(如醇或胺)的反应,在温和条件下通过简单的实验步骤,获得了相应的羧酸酯或羧酰胺,产率非常好到很高.此外,已确认该方法适用于克级合成,现场反应生成的副产物包括吡啶-3-羧酸和吡啶-3-羧酸盐(或吡啶-3-羧酰胺)可以通过简单的水洗步骤轻松去除.
DOI:10.1246/bcsj.81.148

专利信息

专利号:US-5169935-A
优先权日:1990-06-20
标 题:Method of making peptides
发明人：HOEGER CARL A; THEOBALD PAULA G; PORTER JOHN S; RIVIER JEAN E F
权利人:SALK INST FOR BIOLOGICAL STUDI
摘要:Methods for making peptides of a suitable length for solid phase synthesis, which peptides include in their sequence a pair of residues of a different character which have acylated side chains and a residue which has an N-alkylated side chain. A peptide intermediate is constructed on the resin using commercially available starting materials. The N-terminus can be acylated by removing the alpha -amino protecting group and acylating under standard conditions. First primary amino protecting groups included in those residues to be acylated are removed, and acylation is effected, preferably by using a carboxypyridine or a similar heterocyclic acylating agent. Following such side chain acylation, a second protecting group included in the residue to be N-alkylated is removed, and the N-alkylation reaction is carried out while the peptide remains on the resin using a borohydride and an appropriate aldehyde or ketone. Following cleavage from the resin and removal of any protecting groups still remaining, the peptide is appropriately purified, thus requiring only a single purification to be carried out while forming a synthetic peptide including residues for which the modified amino acids are not readily commercially available.